A German banker named Hermann Upmann came to Cuba and opened a cigar factory that failed before being taken over by a Cuban manager named Menendez y Garcia who turned it into a financial success. In some ways, the H. Upmann brand is similar to Montecristo, which was also owned by Menendez y Garcia. Milder cigars are known to have a reputation for being mild, which isn’t always accurate. Among the best pyramids are the No. 2 and Sir Winston, which are often hard to find.